A SELECTIVE PROTECTION OF 2,3-DIAMINOPROPIONIC ACID

被引:15
作者
EGBERTSON, MS
HOMNICK, CF
HARTMAN, GD
机构
[1] Department of Medicinal Chemistry, Merck Research Laboratories, West Point
关键词
D O I
10.1080/00397919308009829
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A two step selective protection of 2,3-diaminopropionic acid yields the useful diaminopropionic acid methyl ester 3a. Further manipulation yields 2(S)-(N-benzyloxycarbonylamino)-3-aminopropionic acid methyl ester hydrochloride 5 in >99.9%ee.
引用
收藏
页码:703 / 709
页数:7
相关论文
共 7 条
[1]   CONVERSION OF SERINE TO STEREOCHEMICALLY PURE BETA-SUBSTITUTED ALPHA-AMINO-ACIDS VIA BETA-LACTONES [J].
ARNOLD, LD ;
KALANTAR, TH ;
VEDERAS, JC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (24) :7105-7109
[2]  
GOLDING BT, 1984, J CHEM RES-S, P1
[3]  
GRZYBOWSKA J, 1979, POLISH J CHEM, P935
[4]  
KJAER, 1949, ACTA CHEM SCAND, P1087
[5]   ANALOGS OF THE CYTOSTATIC CYCLIC TETRAPEPTIDE CHLAMYDOCIN - SYNTHESIS OF N-BETA-(N-MALEOYLGLYCYL) AND N-BETA-(TERT-BUTYLOXYCARBONYL) DERIVATIVES OF CYCLO (GLY-L-PHE-D-PRO-L-DAP) [J].
RICH, DH ;
JASENSKY, RD ;
MUELLER, GC ;
ANDERSON, KE .
JOURNAL OF MEDICINAL CHEMISTRY, 1981, 24 (05) :567-572
[6]  
SCHOLTS, 1989, SYNTHESIS-STUTTGART, P542
[7]  
WAKI M, 1981, SYNTHESIS-STUTTGART, P266